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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 13
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Original Articles

A Novel Base Promoted Reaction of Methyl 2-Isoxazoline-5-acetates to 5-(2-oxoethyl)-3-isoxazolidinones

Karl Eichinger Institute of Organic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060, Vienna, Austria
,
Mohammad RezaRostami Institute of Organic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060, Vienna, Austria
&
Florian Sieder Institute of Organic Chemistry, Vienna University of Technology, Getreidemarkt 9, A-1060, Vienna, Austria
Pages 2457-2466 | Received 25 Nov 1997, Published online: 20 Aug 2006
 
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Abstract

The 5-(2-aryl-2-oxoethyl)-3-isoxazolidinones 3a-e were prepared from the methyl 3-aryl-2-isoxazoline-5-acetates 2a-e and sodium hexanolate in boiling hexanol in yields from 46 to 86 %. The reaction conditions were optimized and a mechanism for this reaction is proposed and discussed.

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